N¹,N³-bis{(S)-2-[4-(5-bromopentyloxy)phenyl]-1-(chloromethyl)ethyl}-2,2-diethylmalonamide

Base Information

• Chemical Name: N¹,N³-bis{(S)-2-[4-(5-bromopentyloxy)phenyl]-1-(chloromethyl)ethyl}-2,2-diethylmalonamide
• CAS No.: 934559-03-2
• Molecular Formula: C₃₅H₅₀Br₂Cl₂N₂O₄
• Molecular Weight: 793.507

Synonyms:N¹,N³-bis{(S)-2-[4-(5-bromopentyloxy)phenyl]-1-(chloromethyl)ethyl}-2,2-diethylmalonamide

Chemical Property of N¹,N³-bis{(S)-2-[4-(5-bromopentyloxy)phenyl]-1-(chloromethyl)ethyl}-2,2-diethylmalonamide

Chemical Property:

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Technology Process of N¹,N³-bis{(S)-2-[4-(5-bromopentyloxy)phenyl]-1-(chloromethyl)ethyl}-2,2-diethylmalonamide

There total 3 articles about N¹,N³-bis{(S)-2-[4-(5-bromopentyloxy)phenyl]-1-(chloromethyl)ethyl}-2,2-diethylmalonamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

N1,N3-bis{(S)-2-[4-(5-bromopentyloxy)phenyl]-1-(hydroxymethyl)ethyl}-2,2-diethylmalonamide (934558-99-3) → N1,N3-bis{(S)-2-[4-(5-bromopentyloxy)phenyl]-1-(chloromethyl)ethyl}-2,2-diethylmalonamide (934559-03-2)

Guidance literature:

With bis(trichloromethyl) carbonate; triphenylphosphine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/ejoc.200600827

Reference yield:

N1,N3-di{(1S)-1-[4-(benzyloxy)benzyl]-2-hydroxyethyl}-2,2-diethylmanonamide (600738-28-1) → N1,N3-bis{(S)-2-[4-(5-bromopentyloxy)phenyl]-1-(chloromethyl)ethyl}-2,2-diethylmalonamide (934559-03-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / H₂ / Pd/C / methanol / 18 h / 20 °C / 3750.38 Torr

2: 59 percent / K₂CO₃ / acetonitrile / 18 h / Heating

3: 75 percent / triphosgene; triphenylphosphane / CH₂Cl₂ / 1 h / 20 °C

With bis(trichloromethyl) carbonate; hydrogen; potassium carbonate; triphenylphosphine; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;

DOI:10.1002/ejoc.200600827

Reference yield:

2,2-diethyl-N1,N3-bis[(S)-1-(hydroxymethyl)-2-(4-hydroxyphenyl)ethyl]malonamide (934558-93-7) → N1,N3-bis{(S)-2-[4-(5-bromopentyloxy)phenyl]-1-(chloromethyl)ethyl}-2,2-diethylmalonamide (934559-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / K₂CO₃ / acetonitrile / 18 h / Heating

2: 75 percent / triphosgene; triphenylphosphane / CH₂Cl₂ / 1 h / 20 °C

With bis(trichloromethyl) carbonate; potassium carbonate; triphenylphosphine; In dichloromethane; acetonitrile;

DOI:10.1002/ejoc.200600827

upstream raw materials:

N¹,N³-bis{(S)-2-[4-(5-bromopentyloxy)phenyl]-1-(hydroxymethyl)ethyl}-2,2-diethylmalonamide

2,2-diethyl-N¹,N³-bis[(S)-1-(hydroxymethyl)-2-(4-hydroxyphenyl)ethyl]malonamide

N₁,N₃-di{(1S)-1-[4-(benzyloxy)benzyl]-2-hydroxyethyl}-2,2-diethylmanonamide

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